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Triarylamine organic compounds and application thereof

A technology of organic compounds and triarylamines, which is applied in the field of triarylamine organic compounds, can solve different problems and achieve the effects of improving current efficiency and life, improving hole injection and transport performance, and improving recombination efficiency

Inactive Publication Date: 2019-06-28
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Triarylamine organic compounds and application thereof
  • Triarylamine organic compounds and application thereof
  • Triarylamine organic compounds and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Embodiment 1: the synthesis of intermediate A-1

[0044]

[0045] In a 250ml three-neck flask, under an atmosphere of nitrogen gas, add 0.01mol of raw material I, 0.012mol of raw material II, 0.03mol of potassium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4mol triphenylphosphine, 150ml toluene, reflux at 130°C for 12 hours, take a sample and point the plate, and the reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, passing through a silica gel column, intermediate A-1 is obtained; elemental analysis structure (molecular formula C 21 h 19 N): theoretical value C, 88.38; H, 6.71; N, 4.91; tested value: C, 88.39; H, 6.70; N, 4.91. ESI-MS(m / z)(M + ): The theoretical value is 285.39, and the measured value is 285.44.

[0046] Intermediate A was prepared by the synthesis method of Intermediate A-1, and the specific structure is shown in Table 1.

[0047] Table 1

[0048]

[0049]

Embodiment 2

[0050] Embodiment 2: the synthesis of compound 4

[0051]

[0052] In a 250ml three-necked flask, under a nitrogen atmosphere, add 0.01mol of raw material III, 0.012mol of intermediate A-1, 0.03mol of potassium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 mol triphenylphosphine, 150ml toluene, reflux at 130°C for 12 hours, take a sample and point the plate, and the reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, passing through a silica gel column, intermediate B-1 is obtained; elemental analysis structure (molecular formula C 21 h 39 BrN 2 ): Theoretical C, 79.66; H, 5.43; Br, 11.04; N, 3.87; Tested: C, 79.68; H, 5.44; Br, 11.02; ESI-MS(m / z)(M + ): The theoretical value is 723.76, and the measured value is 723.85.

[0053] In a 250ml three-neck flask, under a nitrogen atmosphere, add 0.01mol of intermediate B-1, 0.012mol of intermediate A-2, 0.03mol of potassium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 mol triph...

Embodiment 16

[0060] Embodiment 16: the synthesis of compound 212

[0061]

[0062] In a 250ml three-neck flask, under nitrogen atmosphere, add 0.01mol raw material III, 0.012mol intermediate A-3, 0.03mol potassium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 mol triphenylphosphine, 150ml toluene, reflux at 120°C for 10 hours, take a sample and point the plate, and the reaction is complete; natural cooling, filtration, rotary evaporation of the filtrate, passing through a silica gel column, intermediate B-15 is obtained; elemental analysis structure (molecular formula C 18 h 13 Br 2 N): Theoretical C, 53.63; H, 3.25; Br, 39.64; N, 3.47; Found: C, 53.64; H, 3.26; Br, 39.65; N, 3.46. ESI-MS(m / z)(M + ): The theoretical value is 403.12, and the measured value is 403.15.

[0063] In a 250ml three-neck flask, under a nitrogen atmosphere, add 0.01mol of intermediate B-15, 0.012mol of intermediate A-24, 0.03mol of potassium tert-butoxide, 1×10 -4 molPd 2 (dba) 3 , 1×10 -4 mol trip...

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Abstract

The invention relates to triarylamine organic compounds and application thereof, and belongs to the technical field of semiconductors. The structures of the triarylamine organic compounds are shown inthe formula (I); the triarylamine organic compounds have high hole transport capability, and at an appropriate HOMO energy level, the hole injection and transport properties are improved; at an appropriate LUMO energy level, an electron blocking effect is achieved, and the combination efficiency of excitons in a luminescent layer is improved; when the triarylamine organic compounds are used as luminescent functional layer materials of OLED luminescent devices, in combination with branched chains of the triarylamine organic compounds, the exciton utilization rate can be effectively increased,and the radiation efficiency can be effectively improved.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a triarylamine organic compound and its application. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and the positive and negative charges in the organic layer fun...

Claims

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Application Information

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IPC IPC(8): C07C211/54C07C211/58C07C211/61C07D209/86C07D213/74C07D307/91C07D333/76C09K11/06H01L51/50H01L51/54
Inventor 陆颖王芳谢丹丹吴秀芹张兆超
Owner JIANGSU SUNERA TECH CO LTD
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